Tetrahydro-ar-1-(and 2)-naphthoic acids and their derivatives was written by Sergievskaya, S. I.;Nikhamkina, E. G.. And the article was included in Zhurnal Obshchei Khimii in 1945.Name: 5,6,7,8-Tetrahydronaphthalene-1-carbonitrile This article mentions the following:
ar-1-Aminotetralin (45 g.), 75 cc. concentrated HCl, and 200 cc. water were mixed and treated with sufficient water to dissolve the HCl salt; diazotization by 22.5 g. NaNO2 in 300 cc. water at -5°, followed by addition to 56 g. NaCN in 500 cc. water, 80 cc. 10% NH4OH, and 33 g. CuCl, stirring for 2-3 hrs., and steam distillation gave 5,6,7,8-tetrahydro-1-naphthonitrile (35.7%), b5 130-1°, b17 156-7°. Heating 15.7 g. of above with 19.8 g. NaOH, 75 cc. EtOH, and 5 cc. water at reflux gave 13 g. of the corresponding acid (I), m. 139-40° (after crystallization, m. 150-1°; solvent not given) and 0.5 g. amide (no m.p.); the hydrolysis may be conducted in a sealed tube at 140° for 8 hrs., using concentrated HCl, although the yield is lowered (ca. 50%); the same acid was obtained after alc. KOH hydrolysis of the hydrogenation product of Et 1-naphthoate. I (5 g.), 17 cc. absolute EtOH, and 1.5 cc. concentrated H2SO4, heated 6 hrs., yielded the Et ester, b4128-9°; hydrogenation of Et 1-naphthoate in EtOH, using Raney Ni at 130° and 50 atm., gave the same ester, b18 165-70°. Chloride of I, obtained by heating 12 g. I with 100 g. SOCl2, b3 122-3°. Treatment of this with NH4OH gave the amide, m. 181-2° (from EtOH). The chloride (1.8 g.) in dry benzene and 2 g. Et2NCH2CH2OH were refluxed for 2 hrs., and after the usual treatment, treated with Et2O-HCl to give 2-diethylaminoethyl 5,6,7,8-tetrahydro-1-naphthoate-HCl, m. 161-2° (from benzene). Similar procedures were used in the preparation of 5,6,7,8-tetrahydro-2-naphthonitrile (from ar-2-aminotetralin), b4 103-4° (36%); acid, m. 153° (from EtOH) (96%); Et ester, b4 135.5°, b8 147°; chloride, b3 115-16°; amide, m. 140-1° (from EtOH); 2-diethylaminoethyl ester-HCl, m. 152-3° (from benzene). The alkylamino esters are weak anesthetics. In the experiment, the researchers used many compounds, for example, 5,6,7,8-Tetrahydronaphthalene-1-carbonitrile (cas: 29809-13-0Name: 5,6,7,8-Tetrahydronaphthalene-1-carbonitrile).
5,6,7,8-Tetrahydronaphthalene-1-carbonitrile (cas: 29809-13-0) belongs to nitriles. There has been no report on the microbial biosynthesis of nitriles and the physiological function of such enzymes, nor was it not even known whether aliphatic and aromatic nitriles are biological compounds or just petrochemicals. Nitriles are susceptible to hydrogenation over diverse metal catalysts. The reaction can afford either the primary amine (RCH2NH2) or the tertiary amine ((RCH2)3N), depending on conditions.Name: 5,6,7,8-Tetrahydronaphthalene-1-carbonitrile
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts